MEDICINAL CHEMISTRY
MEDICINAL CHEMISTRY
MEDICINAL CHEMISTRY
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Selected natural cardiac glycosides and their sources<br />
Source Glycosides Aglycone General Structure<br />
Digitalis lanata Lanatoside A (Digilanide Digitoxigenin Glucose-3-<br />
(Leaf)<br />
A)<br />
(107)<br />
acetyldigitoxose<br />
Lanatoside B (Digilanide Gitoxigenin (112) digitoxose2<br />
B)<br />
aglycone<br />
Lanatoside C (Digilanide<br />
C)<br />
Digoxigenin (111)<br />
Digitalis Purpurea glycoside A Digitoxigenin Glucos-digitoxose3-<br />
purpurea (desacetyl digilanide A) (107)<br />
aglycone<br />
(Leaf)<br />
Purpurea glycoside B<br />
(desacetyl digilanide B)<br />
Gitoxigenin (112)<br />
Strophanthus<br />
gratus (Seed)<br />
Strophanthus<br />
kombe’(Seed)<br />
HO<br />
HO<br />
2<br />
3<br />
1<br />
4<br />
10<br />
19<br />
CH3 H<br />
g- Strophanthin Oubagenin (113) Rhamnoseaglycone<br />
k-Strophanthoside Strophanthidine Glucose-glucose-<br />
(114)<br />
cymarose-aglycone<br />
H<br />
A B<br />
5<br />
11<br />
6<br />
Cardenolide Prototype<br />
Digitoxigenin (107)<br />
H 3C<br />
H<br />
9<br />
H<br />
The Cardenolides and Bufadienolides<br />
12<br />
H<br />
8<br />
7<br />
18<br />
CH3 13<br />
14<br />
OH<br />
17<br />
C D<br />
H<br />
5β, 14β−<br />
(cis, cis) (109)<br />
15<br />
20<br />
O<br />
21 23<br />
H 3C<br />
HO<br />
22<br />
16<br />
OH<br />
O<br />
HO<br />
H 3C<br />
CH 3<br />
H<br />
H<br />
Bufadienolide Prototype<br />
(Bufalin) (108)<br />
O<br />
O<br />
H<br />
H 3C<br />
5β, 14β−<br />
(cis, cis) (110)<br />
OH<br />
CH 3<br />
OH<br />
O<br />
O<br />
O<br />
O
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